data_FEQ # _chem_comp.id FEQ _chem_comp.name "(1~{S},2~{S},5~{S},6~{R})-5-(2,4-dinitrophenoxy)-6-fluoranyl-3-(hydroxymethyl)cyclohex-3-ene-1,2-diol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H13 F N2 O8" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-06-25 _chem_comp.pdbx_modified_date 2018-08-17 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 344.249 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FEQ _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 6GWF _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal FEQ OAU O1 O -1 1 N N N 9.892 -14.443 -22.023 -3.090 -3.085 0.915 OAU FEQ 1 FEQ NAT N1 N 1 1 N N N 8.593 -14.969 -21.732 -2.079 -2.478 0.609 NAT FEQ 2 FEQ OAV O2 O 0 1 N N N 8.434 -16.299 -21.844 -0.998 -3.036 0.651 OAV FEQ 3 FEQ CAN C1 C 0 1 Y N N 7.477 -14.232 -21.487 -2.166 -1.064 0.179 CAN FEQ 4 FEQ CAO C2 C 0 1 Y N N 6.295 -14.536 -22.164 -3.393 -0.430 0.131 CAO FEQ 5 FEQ CAP C3 C 0 1 Y N N 5.110 -13.838 -21.899 -3.475 0.890 -0.271 CAP FEQ 6 FEQ NAS N2 N 1 1 N N N 3.964 -14.072 -22.597 -4.790 1.567 -0.322 NAS FEQ 7 FEQ OAX O3 O -1 1 N N N 3.974 -15.063 -23.645 -4.864 2.730 -0.675 OAX FEQ 8 FEQ OAW O4 O 0 1 N N N 2.791 -12.940 -22.512 -5.799 0.960 -0.010 OAW FEQ 9 FEQ CAQ C4 C 0 1 Y N N 5.123 -12.813 -20.946 -2.330 1.580 -0.625 CAQ FEQ 10 FEQ CAR C5 C 0 1 Y N N 6.294 -12.518 -20.243 -1.101 0.951 -0.578 CAR FEQ 11 FEQ CAM C6 C 0 1 Y N N 7.455 -13.244 -20.484 -1.015 -0.373 -0.170 CAM FEQ 12 FEQ OAL O5 O 0 1 N N N 8.614 -12.929 -19.847 0.193 -0.993 -0.118 OAL FEQ 13 FEQ CAA C7 C 0 1 N N S 8.689 -12.792 -18.378 1.319 -0.262 -0.608 CAA FEQ 14 FEQ CAB C8 C 0 1 N N N 8.813 -14.079 -17.752 1.834 0.642 0.473 CAB FEQ 15 FEQ CAE C9 C 0 1 N N R 9.923 -11.908 -18.128 2.411 -1.242 -1.041 CAE FEQ 16 FEQ FAH F1 F 0 1 N N N 9.955 -10.708 -19.081 2.638 -2.173 -0.022 FAH FEQ 17 FEQ CAD C10 C 0 1 N N S 11.150 -12.699 -18.502 3.694 -0.448 -1.316 CAD FEQ 18 FEQ OAG O6 O 0 1 N N N 12.428 -11.940 -18.478 3.413 0.621 -2.221 OAG FEQ 19 FEQ CAC C11 C 0 1 N N S 11.266 -13.939 -17.568 4.205 0.120 0.010 CAC FEQ 20 FEQ OAF O7 O 0 1 N N N 11.967 -13.511 -16.358 5.253 1.056 -0.249 OAF FEQ 21 FEQ CAI C12 C 0 1 N N N 10.032 -14.596 -17.309 3.090 0.812 0.739 CAI FEQ 22 FEQ CAJ C13 C 0 1 N N N 10.135 -15.919 -16.725 3.455 1.763 1.849 CAJ FEQ 23 FEQ OAK O8 O 0 1 N N N 8.877 -16.599 -16.497 2.264 2.315 2.415 OAK FEQ 24 FEQ H1 H1 H 0 1 N N N 6.294 -15.322 -22.904 -4.289 -0.967 0.407 H1 FEQ 25 FEQ H2 H2 H 0 1 N N N 4.223 -12.247 -20.753 -2.396 2.611 -0.939 H2 FEQ 26 FEQ H3 H3 H 0 1 N N N 6.297 -11.724 -19.511 -0.207 1.490 -0.854 H3 FEQ 27 FEQ H4 H4 H 0 1 N N N 7.795 -12.270 -18.007 1.013 0.340 -1.464 H4 FEQ 28 FEQ H5 H5 H 0 1 N N N 7.922 -14.674 -17.618 1.113 1.185 1.066 H5 FEQ 29 FEQ H6 H6 H 0 1 N N N 9.963 -11.579 -17.079 2.099 -1.760 -1.948 H6 FEQ 30 FEQ H7 H7 H 0 1 N N N 11.002 -13.078 -19.524 4.447 -1.107 -1.750 H7 FEQ 31 FEQ H8 H8 H 0 1 N N N 13.143 -12.515 -18.726 3.070 0.332 -3.077 H8 FEQ 32 FEQ H9 H9 H 0 1 N N N 11.922 -14.653 -18.088 4.591 -0.691 0.626 H9 FEQ 33 FEQ H10 H10 H 0 1 N N N 12.054 -14.248 -15.765 5.627 1.458 0.548 H10 FEQ 34 FEQ H11 H11 H 0 1 N N N 10.739 -16.542 -17.401 4.008 1.226 2.620 H11 FEQ 35 FEQ H12 H12 H 0 1 N N N 10.649 -15.823 -15.757 4.074 2.566 1.451 H12 FEQ 36 FEQ H13 H13 H 0 1 N N N 9.043 -17.453 -16.115 2.424 2.937 3.137 H13 FEQ 37 # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal FEQ OAX NAS SING N N 1 FEQ NAS OAW DOUB N N 2 FEQ NAS CAP SING N N 3 FEQ CAO CAP DOUB Y N 4 FEQ CAO CAN SING Y N 5 FEQ OAU NAT SING N N 6 FEQ CAP CAQ SING Y N 7 FEQ OAV NAT DOUB N N 8 FEQ NAT CAN SING N N 9 FEQ CAN CAM DOUB Y N 10 FEQ CAQ CAR DOUB Y N 11 FEQ CAM CAR SING Y N 12 FEQ CAM OAL SING N N 13 FEQ OAL CAA SING N N 14 FEQ FAH CAE SING N N 15 FEQ CAD OAG SING N N 16 FEQ CAD CAE SING N N 17 FEQ CAD CAC SING N N 18 FEQ CAA CAE SING N N 19 FEQ CAA CAB SING N N 20 FEQ CAB CAI DOUB N N 21 FEQ CAC CAI SING N N 22 FEQ CAC OAF SING N N 23 FEQ CAI CAJ SING N N 24 FEQ CAJ OAK SING N N 25 FEQ CAO H1 SING N N 26 FEQ CAQ H2 SING N N 27 FEQ CAR H3 SING N N 28 FEQ CAA H4 SING N N 29 FEQ CAB H5 SING N N 30 FEQ CAE H6 SING N N 31 FEQ CAD H7 SING N N 32 FEQ OAG H8 SING N N 33 FEQ CAC H9 SING N N 34 FEQ OAF H10 SING N N 35 FEQ CAJ H11 SING N N 36 FEQ CAJ H12 SING N N 37 FEQ OAK H13 SING N N 38 # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor FEQ InChI InChI 1.03 "InChI=1S/C13H13FN2O8/c14-11-10(3-6(5-17)12(18)13(11)19)24-9-2-1-7(15(20)21)4-8(9)16(22)23/h1-4,10-13,17-19H,5H2/t10-,11-,12-,13+/m0/s1" FEQ InChIKey InChI 1.03 WVAYSDIDYBKDLD-ZDEQEGDKSA-N FEQ SMILES_CANONICAL CACTVS 3.385 "OCC1=C[C@H](Oc2ccc(cc2[N+]([O-])=O)[N+]([O-])=O)[C@H](F)[C@@H](O)[C@H]1O" FEQ SMILES CACTVS 3.385 "OCC1=C[CH](Oc2ccc(cc2[N+]([O-])=O)[N+]([O-])=O)[CH](F)[CH](O)[CH]1O" FEQ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(c(cc1[N+](=O)[O-])[N+](=O)[O-])O[C@H]2C=C([C@@H]([C@@H]([C@H]2F)O)O)CO" FEQ SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(c(cc1[N+](=O)[O-])[N+](=O)[O-])OC2C=C(C(C(C2F)O)O)CO" # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier FEQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(1~{S},2~{S},5~{S},6~{R})-5-(2,4-dinitrophenoxy)-6-fluoranyl-3-(hydroxymethyl)cyclohex-3-ene-1,2-diol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site FEQ "Create component" 2018-06-25 RCSB FEQ "Initial release" 2018-08-22 RCSB #